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Synthesis 1995; 1995(8): 931-933
DOI: 10.1055/s-1995-4037
short paper
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Synthesis of α-Substituted Cyclobutane β-Keto Esters

Ina Kortmann, Bernhard Westermann*
  • *Universität-GH Paderborn, Fachbereich Chemie und Chemietechnik, Warburger Str. 100, D-33098 Paderborn, Germany, E-mail BW@chemie.uni-paderborn.de
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Publication Date:
31 December 2000 (online)

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The title compounds, α-substituted β-keto esters 4, were prepared from suitably substituted cyclopropylideneacetates 2 by epoxidation and Wagner-Meerwein rearrangement. The highly strained oxaspiro[2.2]pentane intermediate 3 was isolated.

epoxidation - 1-oxaspiro[2.2]pentane - cyclobutane β-keto ester - [1,2]-rearrangement - retro-Dieckmann reaction

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